# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:33:35 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: (2S)-3-{4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propyl]phenyl}-2-(1H-pyrrol-1-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(nc1CCCc2ccc(C[C@H](n3cccc3)C(O)=O)cc2)c4ccccc4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 L92  L92  '(2S)-3-{4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propyl]phenyl}-2-(1H-pyrrol-1-yl)propanoic acid'  ligand  56  31  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L92
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 L92  O2    O  OC    -1  -0.600   6.0940   1.2767  -1.7226
 L92  C1    C  C      0   0.437   6.0076   0.8833  -0.5461
 L92  O1    O  O      0  -0.595   6.2338   1.5376   0.4889
 L92  C2    C  CH1    0  -0.192   5.5913  -0.5984  -0.3430
 L92  N1    N  NR5    0  -0.408   6.7476  -1.3971   0.0383
 L92  C13   C  CR15   0  -0.064   7.2378  -2.4444  -0.6826
 L92  C12   C  CR15   0  -0.378   8.3129  -2.9729  -0.0104
 L92  C11   C  CR15   0  -0.374   8.4734  -2.2084   1.1723
 L92  C10   C  CR15   0  -0.061   7.4930  -1.2457   1.1687
 L92  C3    C  CH2    0  -0.505   4.4654  -0.7509   0.6826
 L92  C4    C  CR6    0   0.110   3.2122  -0.0577   0.2267
 L92  C9    C  CR16   0  -0.294   2.3906  -0.6442  -0.7350
 L92  C8    C  CR16   0  -0.297   1.2528   0.0008  -1.1944
 L92  C7    C  CR6    0   0.126   0.8923   1.2561  -0.7065
 L92  C6    C  CR16   0  -0.308   1.7095   1.8384   0.2574
 L92  C5    C  CR16   0  -0.283   2.8530   1.1950   0.7136
 L92  C14   C  CH2    0  -0.511  -0.3598   1.9367  -1.1825
 L92  C15   C  CH2    0  -0.412  -1.6151   1.4029  -0.4923
 L92  C16   C  CH2    0  -0.535  -2.8764   2.1252  -0.9672
 L92  C17   C  CR5    0   0.122  -4.1159   1.5820  -0.3495
 L92  C19   C  CR5    0   0.287  -4.8938   2.1068   0.6274
 L92  C26   C  CH3    0  -0.754  -4.8612   3.3531   1.4204
 L92  O3    O  O      0  -0.435  -5.8927   1.2122   0.8650
 L92  C18   C  CR5    0   0.499  -5.6758   0.1891   0.0284
 L92  N2    N  N      0  -0.444  -4.6338   0.3554  -0.7135
 L92  C20   C  CR6    0  -0.023  -6.5965  -0.9385   0.0412
 L92  C25   C  CR16   0  -0.286  -6.3777  -2.0047  -0.8337
 L92  C24   C  CR16   0  -0.239  -7.2376  -3.0900  -0.8405
 L92  C23   C  CR16   0  -0.255  -8.3259  -3.1258   0.0236
 L92  C22   C  CR16   0  -0.240  -8.5480  -2.0673   0.8942
 L92  C21   C  CR16   0  -0.292  -7.6907  -0.9773   0.9064
 L92  H2    H  HCH1   0   0.240   5.2519  -1.0031  -1.2985
 L92  H13   H  HCR5   0   0.268   6.7829  -2.7322  -1.6172
 L92  H12   H  HCR5   0   0.234   8.9116  -3.8103  -0.3339
 L92  H11   H  HCR5   0   0.234   9.2207  -2.3437   1.9388
 L92  H10   H  HCR5   0   0.264   7.2805  -0.4645   1.8783
 L92  H31   H  HCH2   0   0.246   4.2680  -1.8167   0.8272
 L92  H32   H  HCH2   0   0.246   4.7901  -0.3497   1.6437
 L92  H9    H  HCR6   0   0.242   2.6458  -1.6202  -1.1333
 L92  H8    H  HCR6   0   0.241   0.6343  -0.4780  -1.9454
 L92  H6    H  HCR6   0   0.240   1.4538   2.8141   0.6552
 L92  H5    H  HCR6   0   0.239   3.4793   1.6784   1.4530
 L92  H141  H  HCH2   0   0.239  -0.2839   3.0134  -1.0068
 L92  H142  H  HCH2   0   0.240  -0.4656   1.8040  -2.2634
 L92  H151  H  HCH2   0   0.232  -1.7123   0.3307  -0.6842
 L92  H152  H  HCH2   0   0.232  -1.5166   1.5182   0.5908
 L92  H161  H  HCH2   0   0.242  -2.7897   3.1912  -0.7430
 L92  H162  H  HCH2   0   0.245  -2.9527   2.0438  -2.0556
 L92  H261  H  HCH3   0   0.260  -5.7860   3.9236   1.3202
 L92  H262  H  HCH3   0   0.260  -4.7070   3.1532   2.4824
 L92  H263  H  HCH3   0   0.257  -4.0424   3.9837   1.0794
 L92  H25   H  HCR6   0   0.258  -5.5314  -1.9783  -1.5072
 L92  H24   H  HCR6   0   0.262  -7.0580  -3.9104  -1.5228
 L92  H23   H  HCR6   0   0.263  -8.9967  -3.9747   0.0179
 L92  H22   H  HCR6   0   0.263  -9.3937  -2.0879   1.5686
 L92  H21   H  HCR6   0   0.258  -7.8818  -0.1633   1.5931

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 L92  O2   C1    deloc     1.244  0.020  1.244
 L92  C1   C2    single    1.552  0.020  1.552
 L92  C1   O1    deloc     1.245  0.020  1.245
 L92  C2   C3    single    1.531  0.020  1.531
 L92  C2   N1    single    1.456  0.020  1.456
 L92  C2   H2    single    0.970  0.020  1.090
 L92  N1   C13   aromatic  1.363  0.020  1.363
 L92  N1   C10   aromatic  1.362  0.020  1.362
 L92  C13  C12   aromatic  1.374  0.020  1.374
 L92  C13  H13   single    0.930  0.020  1.080
 L92  C12  C11   aromatic  1.417  0.020  1.417
 L92  C12  H12   single    0.930  0.020  1.080
 L92  C11  C10   aromatic  1.374  0.020  1.374
 L92  C11  H11   single    0.930  0.020  1.080
 L92  C10  H10   single    0.930  0.020  1.080
 L92  C3   C4    single    1.503  0.020  1.503
 L92  C3   H31   single    0.970  0.020  1.090
 L92  C3   H32   single    0.970  0.020  1.090
 L92  C4   C9    aromatic  1.394  0.020  1.394
 L92  C4   C5    aromatic  1.391  0.020  1.391
 L92  C9   C8    aromatic  1.386  0.020  1.386
 L92  C9   H9    single    0.930  0.020  1.080
 L92  C8   C7    aromatic  1.394  0.020  1.394
 L92  C8   H8    single    0.930  0.020  1.080
 L92  C7   C14   single    1.503  0.020  1.503
 L92  C7   C6    aromatic  1.391  0.020  1.391
 L92  C6   C5    aromatic  1.389  0.020  1.389
 L92  C6   H6    single    0.930  0.020  1.080
 L92  C5   H5    single    0.930  0.020  1.080
 L92  C14  C15   single    1.529  0.020  1.529
 L92  C14  H141  single    0.970  0.020  1.090
 L92  C14  H142  single    0.970  0.020  1.090
 L92  C15  C16   single    1.529  0.020  1.529
 L92  C15  H151  single    0.970  0.020  1.090
 L92  C15  H152  single    0.970  0.020  1.090
 L92  C16  C17   single    1.488  0.020  1.488
 L92  C16  H161  single    0.970  0.020  1.090
 L92  C16  H162  single    0.970  0.020  1.090
 L92  C17  C19   aromatic  1.355  0.020  1.355
 L92  C17  N2    aromatic  1.380  0.020  1.380
 L92  C19  O3    aromatic  1.362  0.020  1.362
 L92  C19  C26   single    1.478  0.020  1.478
 L92  C26  H261  single    0.970  0.020  1.090
 L92  C26  H262  single    0.970  0.020  1.090
 L92  C26  H263  single    0.970  0.020  1.090
 L92  O3   C18   aromatic  1.339  0.020  1.339
 L92  C18  C20   single    1.456  0.020  1.456
 L92  C18  N2    aromatic  1.290  0.020  1.290
 L92  C20  C21   aromatic  1.396  0.020  1.396
 L92  C20  C25   aromatic  1.396  0.020  1.396
 L92  C25  C24   aromatic  1.385  0.020  1.385
 L92  C25  H25   single    0.930  0.020  1.080
 L92  C24  C23   aromatic  1.390  0.020  1.390
 L92  C24  H24   single    0.930  0.020  1.080
 L92  C23  C22   aromatic  1.388  0.020  1.388
 L92  C23  H23   single    0.930  0.020  1.080
 L92  C22  C21   aromatic  1.387  0.020  1.387
 L92  C22  H22   single    0.930  0.020  1.080
 L92  C21  H21   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 L92  C2    C1   O1    116.20  3.000
 L92  O1    C1   O2    127.41  3.000
 L92  C2    C1   O2    116.38  3.000
 L92  H2    C2   C3    108.71  3.000
 L92  H2    C2   N1    105.82  3.000
 L92  C3    C2   N1    110.73  3.000
 L92  H2    C2   C1    108.82  3.000
 L92  N1    C2   C1    110.17  3.000
 L92  C3    C2   C1    112.34  3.000
 L92  C10   N1   C13   109.12  3.000
 L92  C10   N1   C2    126.21  3.000
 L92  C13   N1   C2    124.66  3.000
 L92  H13   C13  C12   130.65  3.000
 L92  H13   C13  N1    120.79  3.000
 L92  C12   C13  N1    108.56  3.000
 L92  H12   C12  C11   127.29  3.000
 L92  H12   C12  C13   125.88  3.000
 L92  C11   C12  C13   106.82  3.000
 L92  H11   C11  C10   125.73  3.000
 L92  H11   C11  C12   127.12  3.000
 L92  C10   C11  C12   107.15  3.000
 L92  H10   C10  C11   130.36  3.000
 L92  H10   C10  N1    121.30  3.000
 L92  C11   C10  N1    108.34  3.000
 L92  H32   C3   H31   107.20  3.000
 L92  H32   C3   C4    110.23  3.000
 L92  H31   C3   C4    109.82  3.000
 L92  H32   C3   C2    109.56  3.000
 L92  H31   C3   C2    108.57  3.000
 L92  C4    C3   C2    111.36  3.000
 L92  C5    C4   C9    117.91  3.000
 L92  C5    C4   C3    121.63  3.000
 L92  C9    C4   C3    120.44  3.000
 L92  H9    C9   C8    119.35  3.000
 L92  H9    C9   C4    119.55  3.000
 L92  C8    C9   C4    121.10  3.000
 L92  H8    C8   C7    119.50  3.000
 L92  H8    C8   C9    119.49  3.000
 L92  C7    C8   C9    121.01  3.000
 L92  C14   C7   C6    121.29  3.000
 L92  C6    C7   C8    117.87  3.000
 L92  C14   C7   C8    120.83  3.000
 L92  H6    C6   C5    119.37  3.000
 L92  H6    C6   C7    119.49  3.000
 L92  C5    C6   C7    121.14  3.000
 L92  H5    C5   C6    119.58  3.000
 L92  H5    C5   C4    119.45  3.000
 L92  C6    C5   C4    120.98  3.000
 L92  H142  C14  H141  106.55  3.000
 L92  H142  C14  C15   108.92  3.000
 L92  H141  C14  C15   109.16  3.000
 L92  H142  C14  C7    109.79  3.000
 L92  H141  C14  C7    109.71  3.000
 L92  C15   C14  C7    112.52  3.000
 L92  H152  C15  H151  106.56  3.000
 L92  H152  C15  C16   109.39  3.000
 L92  H151  C15  C16   109.60  3.000
 L92  H152  C15  C14   109.65  3.000
 L92  H151  C15  C14   109.64  3.000
 L92  C16   C15  C14   111.85  3.000
 L92  H162  C16  H161  106.40  3.000
 L92  H162  C16  C17   109.14  3.000
 L92  H161  C16  C17   109.71  3.000
 L92  H162  C16  C15   109.34  3.000
 L92  H161  C16  C15   109.37  3.000
 L92  C17   C16  C15   112.69  3.000
 L92  N2    C17  C19   108.60  3.000
 L92  N2    C17  C16   121.84  3.000
 L92  C19   C17  C16   129.53  3.000
 L92  O3    C19  C26   118.47  3.000
 L92  C26   C19  C17   134.52  3.000
 L92  O3    C19  C17   107.01  3.000
 L92  H263  C26  H262  107.74  3.000
 L92  H263  C26  H261  107.81  3.000
 L92  H262  C26  H261  107.75  3.000
 L92  H263  C26  C19   109.71  3.000
 L92  H262  C26  C19   111.77  3.000
 L92  H261  C26  C19   111.90  3.000
 L92  C18   O3   C19   105.90  3.000
 L92  C20   C18  N2    128.01  3.000
 L92  N2    C18  O3    113.06  3.000
 L92  C20   C18  O3    118.93  3.000
 L92  C18   N2   C17   105.42  3.000
 L92  C21   C20  C25   119.35  3.000
 L92  C25   C20  C18   119.13  3.000
 L92  C21   C20  C18   121.52  3.000
 L92  H25   C25  C24   120.12  3.000
 L92  H25   C25  C20   119.60  3.000
 L92  C24   C25  C20   120.28  3.000
 L92  H24   C24  C23   120.16  3.000
 L92  H24   C24  C25   119.62  3.000
 L92  C23   C24  C25   120.22  3.000
 L92  H23   C23  C22   120.15  3.000
 L92  H23   C23  C24   120.16  3.000
 L92  C22   C23  C24   119.69  3.000
 L92  H22   C22  C21   119.51  3.000
 L92  H22   C22  C23   120.10  3.000
 L92  C21   C22  C23   120.39  3.000
 L92  H21   C21  C22   119.19  3.000
 L92  H21   C21  C20   120.74  3.000
 L92  C22   C21  C20   120.07  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 L92  CONST_01  C11   C12  C13  N1     0.00   0.0  0
 L92  CONST_02  C12   C11  C10  N1     0.00   0.0  0
 L92  CONST_03  C11   C10  N1   C13    0.00   0.0  0
 L92  CONST_04  C10   C11  C12  C13    0.00   0.0  0
 L92  CONST_05  C10   N1   C13  C12    0.00   0.0  0
 L92  CONST_06  C7    C8   C9   C4     0.00   0.0  0
 L92  CONST_07  C7    C6   C5   C4     0.00   0.0  0
 L92  CONST_08  C6    C5   C4   C9     0.00   0.0  0
 L92  CONST_09  C6    C7   C8   C9     0.00   0.0  0
 L92  CONST_10  C5    C4   C9   C8     0.00   0.0  0
 L92  CONST_11  C5    C6   C7   C8     0.00   0.0  0
 L92  CONST_12  C18   O3   C19  C17    0.00   0.0  0
 L92  CONST_13  O3    C18  N2   C17    0.00   0.0  0
 L92  CONST_14  C20   C18  N2   C17  180.00   0.0  0
 L92  CONST_15  C18   N2   C17  C19    0.00   0.0  0
 L92  CONST_16  C20   C18  O3   C19  180.00   0.0  0
 L92  CONST_17  N2    C18  O3   C19    0.00   0.0  0
 L92  CONST_18  N2    C17  C19  O3     0.00   0.0  0
 L92  CONST_19  C21   C20  C18  O3     0.00   0.0  0
 L92  CONST_20  C25   C20  C18  O3   180.00   0.0  0
 L92  CONST_21  C22   C21  C20  C18  180.00   0.0  0
 L92  CONST_22  C24   C25  C20  C18  180.00   0.0  0
 L92  CONST_23  C21   C20  C18  N2   180.00   0.0  0
 L92  CONST_24  C25   C20  C18  N2     0.00   0.0  0
 L92  CONST_25  C23   C22  C21  C20    0.00   0.0  0
 L92  CONST_26  C23   C24  C25  C20    0.00   0.0  0
 L92  CONST_27  C22   C21  C20  C25    0.00   0.0  0
 L92  CONST_28  C22   C23  C24  C25    0.00   0.0  0
 L92  CONST_29  C21   C20  C25  C24    0.00   0.0  0
 L92  CONST_30  C21   C22  C23  C24    0.00   0.0  0
 L92  CONST_31  C12   C13  N1   C2   180.00   0.0  0
 L92  CONST_32  C11   C10  N1   C2   180.00   0.0  0
 L92  CONST_33  C8    C9   C4   C3   180.00   0.0  0
 L92  CONST_34  C6    C5   C4   C3   180.00   0.0  0
 L92  CONST_35  C14   C7   C8   C9   180.00   0.0  0
 L92  CONST_36  C14   C7   C6   C5   180.00   0.0  0
 L92  CONST_37  O3    C19  C17  C16  180.00   0.0  0
 L92  CONST_38  C18   N2   C17  C16  180.00   0.0  0
 L92  CONST_39  N2    C17  C19  C26  180.00   0.0  0
 L92  CONST_40  C18   O3   C19  C26  180.00   0.0  0
 L92  CONST_41  H12   C12  C13  N1   180.00   0.0  0
 L92  CONST_42  H11   C11  C10  N1   180.00   0.0  0
 L92  CONST_43  H10   C10  N1   C13  180.00   0.0  0
 L92  CONST_44  H13   C13  C12  C11  180.00   0.0  0
 L92  CONST_45  H8    C8   C9   C4   180.00   0.0  0
 L92  CONST_46  H6    C6   C5   C4   180.00   0.0  0
 L92  CONST_47  H5    C5   C4   C9   180.00   0.0  0
 L92  CONST_48  H9    C9   C8   C7   180.00   0.0  0
 L92  CONST_49  H21   C21  C20  C18    0.00   0.0  0
 L92  CONST_50  H25   C25  C20  C18    0.00   0.0  0
 L92  CONST_51  H22   C22  C21  C20  180.00   0.0  0
 L92  CONST_52  H24   C24  C25  C20  180.00   0.0  0
 L92  CONST_53  H23   C23  C24  C25  180.00   0.0  0
 L92  Var_01    C9    C4   C3   C2    77.68  30.0  2
 L92  Var_02    C15   C14  C7   C8    79.80  30.0  2
 L92  Var_03    C19   C17  C16  C15  105.26  30.0  2
 L92  Var_04    H261  C26  C19  C17  123.13  30.0  2
 L92  Var_05    C16   C15  C14  C7   178.84  30.0  3
 L92  Var_06    C17   C16  C15  C14  177.60  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 L92  chir_01  C2  C1  C3  N1  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 L92  plan-1  C2   0.020
 L92  plan-1  N1   0.020
 L92  plan-1  C13  0.020
 L92  plan-1  C12  0.020
 L92  plan-1  C11  0.020
 L92  plan-1  C10  0.020
 L92  plan-1  H13  0.020
 L92  plan-1  H12  0.020
 L92  plan-1  H11  0.020
 L92  plan-1  H10  0.020
 L92  plan-2  C16  0.020
 L92  plan-2  C17  0.020
 L92  plan-2  C19  0.020
 L92  plan-2  C26  0.020
 L92  plan-2  O3   0.020
 L92  plan-2  C18  0.020
 L92  plan-2  N2   0.020
 L92  plan-2  C20  0.020
 L92  plan-3  C3   0.020
 L92  plan-3  C4   0.020
 L92  plan-3  C9   0.020
 L92  plan-3  C8   0.020
 L92  plan-3  C7   0.020
 L92  plan-3  C6   0.020
 L92  plan-3  C5   0.020
 L92  plan-3  C14  0.020
 L92  plan-3  H9   0.020
 L92  plan-3  H8   0.020
 L92  plan-3  H6   0.020
 L92  plan-3  H5   0.020
 L92  plan-4  C18  0.020
 L92  plan-4  C20  0.020
 L92  plan-4  C25  0.020
 L92  plan-4  C24  0.020
 L92  plan-4  C23  0.020
 L92  plan-4  C22  0.020
 L92  plan-4  C21  0.020
 L92  plan-4  H25  0.020
 L92  plan-4  H24  0.020
 L92  plan-4  H23  0.020
 L92  plan-4  H22  0.020
 L92  plan-4  H21  0.020
 L92  plan-5  O2   0.020
 L92  plan-5  C1   0.020
 L92  plan-5  O1   0.020
 L92  plan-5  C2   0.020

